7-fluoro-2-(3-methyl-4-nitrophenyl)-1,3-benzothiazole -Drug Synthesis Database

【结构式】

【分子编号】46952

【品名】7-fluoro-2-(3-methyl-4-nitrophenyl)-1,3-benzothiazole

【CA登记号】

【分子式】C₁₄H₉FN₂O₂S

【分子量】288.3021432

【元素组成】C 58.33% H 3.15% F 6.59% N 9.72% O 11.1% S 11.12%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(II)

Jacobsen radical cyclization of thiobenzanilide (I) in the presence of potassium ferricyanide produced a mixture of the desired benzothiazole (III) and minor amounts of its regioisomer (II). An alternative regiospecific synthesis of (III) consisted in the intramolecular cyclization of the ortho-bromo thiobenzanilide (IV) by means of NaH in hot NMP. Further reduction of the nitro group of (III) using SnCl2 in EtOH gave the desired amino compound.

参考文献中间体

合成目标

【1】 Hutchinson, I.; et al.; The regiospecific synthesis of 5- and 7-monosubstituted and 5,6-disubstituted 2-arylbenzothiazoles. Tetrahedron Lett 2000, 41, 3, 425.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	46951	N-(3-fluorophenyl)-3-methyl-4-nitrobenzenecarbothioamide	C₁₄H₁₁FN₂O₂S	详情	详情
(II)	46952	7-fluoro-2-(3-methyl-4-nitrophenyl)-1,3-benzothiazole	C₁₄H₉FN₂O₂S	详情	详情
(III)	46953	5-fluoro-2-(3-methyl-4-nitrophenyl)-1,3-benzothiazole	C₁₄H₉FN₂O₂S	详情	详情
(IV)	46954	N-(2-bromo-5-fluorophenyl)-3-methyl-4-nitrobenzenecarbothioamide	C₁₄H₁₀BrFN₂O₂S	详情	详情

Extended Information